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Acta Cryst. (2007). E63, m1271    [ doi:10.1107/S1600536807015449 ]

(4-Acetylphenolato)tris(2-methyl-2-phenylpropyl)tin(IV)

H.-J. Yang, L.-J. Tian, W.-T. Mao and X.-F. Zheng

Abstract top

The SnIV atom of the title compound, [Sn(C10H13)3(C8H7O2)], displays a distorted SnOC3 tetrahedral geometry, with Sn-C = 2.144 (2)-2.157 (2)Å and Sn-O = 2.041 (2) Å.

Comment top

Little attention has been paid to the condensation reaction of tris(2-methyl-2-phenylpropyl)tin oxide, {[C6H5C(CH3)2CH2]3Sn}2O, an industrial miticide, with phenols in the literature. In two reported structures, tris(2-methyl-2-phenylpropyl)tin pentachlorophenoate (Zhang et al., 2002) and tris(2-methyl-2-phenylpropyl)tin 4-nitrophenolate (Yang et al., 2006), the tin atom is four coordinated.

In the title compound, (I), the Sn atom is also four-coordinate and possess a distorted SnOC3 tetrahedral geometry (Fig. 1 & Table 1). This is different from Me3SnOMe, in which almost planar trimethyltin groups are linked by two methoxy ligands forming infinite one-dimensional zigzag chains with nearly ideally trigonal-bipyramidal coordinated tin atom (Domingos & Sheldrick, 1974), due to the crowding of the four bulky groups at the Sn atom in (I). The Sn—C distances lie in the narrow range of 2.144 (2)–2.157 (2) Å, in agreement with those [2.142 (2)–2.158 (2) Å] in tris(2-methyl-2-phenylpropyl)tin 4-nitrophenolate (Yang et al., 2006), but slightly longer than those [2.105 (4)–2.114 (4) Å] in tris(2-methyl-2-phenylpropyl)tin pentachlorophenoate (Zhang et al., 2002). The Sn—O separation in (I) of 2.045 (2) Å is almost same as that of tris(2-methyl-2-phenylpropyl)tin 4-nitrophenolate and shorter than that [2.103 (3) Å] found in tris(2-methyl-2-phenylpropyl)tin pentachlorophenoate.

Related literature top

For related complexes containing the tris(2-methyl-2-phenylpropyl)tin fragment and a distorted tetrahedral SnOC3 grouping, see Domingos & Sheldrick (1974), Zhang et al. (2002) and Yang et al. (2006).

Experimental top

Bis[tris(2-phenyl-2-methylpropyl)tin] oxide (1.05 g, 1 mmol) was condensed with 4-hydroxyphenylethanone (0.27 g, 2 mmol) in toluene (50 ml). Water was removed with a Dean–Stark water separator. The resulting clear solution was evaporated to dryness using a rotary evaporator. The white solid obtained was recrystallized from ethanol and crystals of (I) were obtained from cyclohexane by slow evaporation at 298 K (yield 78%; m.p. 358–359 K).

Refinement top

The H atoms were placed at calculated positions (C—H = 0.93–0.97 Å) and refined as riding, with Uiso(H) = 1.2Ueq(C) or 1.5Ueq(methyl C).

Computing details top

Data collection: SMART (Bruker, 2002); cell refinement: SAINT (Bruker, 2002); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 1997); program(s) used to refine structure: SHELXL97 (Sheldrick, 1997); molecular graphics: ORTEP-3 for Windows (Farrugia, 1997); software used to prepare material for publication: SHELXL97.

Figures top
[Figure 1] Fig. 1. The molecular structure of (I), with displacement ellipsoids drawn at the 30% probability level. H atoms have been omitted for clarity.
(4-Acetylphenolato)tris(2-methyl-2-phenylpropyl)tin(IV) top
Crystal data top
[Sn(C10H13)3(C8H7O2)]Z = 2
Mr = 653.44F(000) = 680
Triclinic, P1Dx = 1.288 Mg m−3
Hall symbol: -P 1Mo Kα radiation, λ = 0.71073 Å
a = 9.5062 (7) ÅCell parameters from 7970 reflections
b = 9.7309 (7) Åθ = 2.2–26.4°
c = 19.0769 (15) ŵ = 0.79 mm−1
α = 78.704 (2)°T = 295 K
β = 87.906 (1)°Block, colorless
γ = 76.874 (1)°0.41 × 0.30 × 0.22 mm
V = 1685.2 (2) Å3
Data collection top
Bruker SMART APEX CCD
diffractometer		6532 independent reflections
Radiation source: fine-focus sealed tube6022 reflections with I > 2σ(I)
graphiteRint = 0.017
ω scansθmax = 26.0°, θmin = 2.2°
Absorption correction: multi-scan
(SADABS; Bruker, 2002)		h = −11→11
Tmin = 0.738, Tmax = 0.846k = −11→11
13220 measured reflectionsl = −23→23
Refinement top
Refinement on F2Primary atom site location: structure-invariant direct methods
Least-squares matrix: fullSecondary atom site location: difference Fourier map
R[F2 > 2σ(F2)] = 0.026Hydrogen site location: inferred from neighbouring sites
wR(F2) = 0.067H-atom parameters constrained
S = 1.02 w = 1/[σ2(Fo2) + (0.0402P)2 + 0.0822P]
where P = (Fo2 + 2Fc2)/3
6532 reflections(Δ/σ)max < 0.001
371 parametersΔρmax = 0.43 e Å−3
0 restraintsΔρmin = −0.29 e Å−3
Crystal data top
[Sn(C10H13)3(C8H7O2)]γ = 76.874 (1)°
Mr = 653.44V = 1685.2 (2) Å3
Triclinic, P1Z = 2
a = 9.5062 (7) ÅMo Kα radiation
b = 9.7309 (7) ŵ = 0.79 mm−1
c = 19.0769 (15) ÅT = 295 K
α = 78.704 (2)°0.41 × 0.30 × 0.22 mm
β = 87.906 (1)°
Data collection top
Bruker SMART APEX CCD
diffractometer		6532 independent reflections
Absorption correction: multi-scan
(SADABS; Bruker, 2002)		6022 reflections with I > 2σ(I)
Tmin = 0.738, Tmax = 0.846Rint = 0.017
13220 measured reflectionsθmax = 26.0°
Refinement top
R[F2 > 2σ(F2)] = 0.026H-atom parameters constrained
wR(F2) = 0.067Δρmax = 0.43 e Å−3
S = 1.02Δρmin = −0.29 e Å−3
6532 reflectionsAbsolute structure: ?
371 parametersFlack parameter: ?
0 restraintsRogers parameter: ?
Special details top

Geometry. All e.s.d.'s (except the e.s.d. in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell e.s.d.'s are taken into account individually in the estimation of e.s.d.'s in distances, angles and torsion angles; correlations between e.s.d.'s in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell e.s.d.'s is used for estimating e.s.d.'s involving l.s. planes.

Refinement. Refinement of F2 against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F2, conventional R-factors R are based on F, with F set to zero for negative F2. The threshold expression of F2 > σ(F2) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F2 are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger.

Fractional atomic coordinates and isotropic or equivalent isotropic displacement parameters (Å2) top
xyzUiso*/Ueq
Sn10.317898 (13)0.629091 (14)0.227412 (7)0.03998 (6)
O10.52017 (16)0.51431 (17)0.21076 (8)0.0568 (4)
O20.9387 (3)−0.0669 (3)0.35029 (17)0.1349 (11)
C10.3299 (2)0.7556 (2)0.30715 (11)0.0472 (5)
H1A0.23190.79520.32050.057*
H1B0.37670.69050.34920.057*
C20.4082 (2)0.8807 (2)0.28908 (12)0.0507 (5)
C30.5696 (3)0.8193 (3)0.28176 (17)0.0736 (7)
H3A0.60580.75400.32510.110*
H3B0.61960.89620.27290.110*
H3C0.58500.76890.24260.110*
C40.3876 (3)0.9623 (3)0.35178 (15)0.0777 (8)
H4A0.28661.00260.35700.117*
H4B0.43911.03810.34220.117*
H4C0.42410.89700.39510.117*
C50.3417 (2)0.9854 (2)0.22192 (12)0.0498 (5)
C60.4219 (3)1.0272 (3)0.16242 (16)0.0725 (7)
H60.52180.99490.16370.087*
C70.3552 (4)1.1164 (3)0.10115 (17)0.0879 (9)
H70.41131.14240.06200.106*
C80.2095 (4)1.1667 (3)0.09735 (16)0.0827 (9)
H80.16541.22430.05570.099*
C90.1297 (3)1.1309 (3)0.15570 (15)0.0738 (7)
H90.03041.16740.15450.089*
C100.1941 (3)1.0405 (3)0.21730 (13)0.0596 (6)
H100.13671.01650.25630.072*
C110.2938 (2)0.7468 (2)0.11949 (11)0.0474 (5)
H11A0.23510.84200.12040.057*
H11B0.38860.75870.10270.057*
C120.2271 (2)0.6850 (2)0.06371 (10)0.0482 (5)
C130.3191 (3)0.5349 (3)0.06031 (14)0.0693 (7)
H13A0.41700.54120.04930.104*
H13B0.28130.49760.02380.104*
H13C0.31640.47200.10560.104*
C140.2323 (3)0.7832 (3)−0.00954 (12)0.0731 (8)
H14A0.33090.7852−0.02150.110*
H14B0.17880.8788−0.00770.110*
H14C0.19050.7470−0.04520.110*
C150.0697 (2)0.6840 (2)0.08094 (10)0.0464 (5)
C16−0.0250 (3)0.8086 (3)0.09183 (13)0.0612 (6)
H160.00940.89160.08940.073*
C17−0.1686 (3)0.8130 (4)0.10622 (16)0.0825 (9)
H17−0.22960.89820.11360.099*
C18−0.2220 (3)0.6928 (5)0.10974 (15)0.0886 (10)
H18−0.31920.69570.11930.106*
C19−0.1318 (4)0.5696 (4)0.09911 (14)0.0828 (9)
H19−0.16760.48740.10190.099*
C200.0132 (3)0.5637 (3)0.08411 (12)0.0622 (6)
H200.07290.47830.07610.075*
C210.2088 (2)0.4559 (2)0.25972 (10)0.0442 (5)
H21A0.16470.44150.21750.053*
H21B0.28140.36900.27690.053*
C220.0910 (2)0.4712 (2)0.31761 (11)0.0438 (4)
C230.0239 (3)0.3390 (3)0.32729 (14)0.0693 (7)
H23A−0.01850.33580.28290.104*
H23B−0.04920.34540.36330.104*
H23C0.09770.25330.34170.104*
C24−0.0271 (3)0.6045 (3)0.29186 (13)0.0670 (7)
H24A−0.06630.59750.24740.100*
H24B0.01290.68830.28510.100*
H24C−0.10220.61190.32680.100*
C250.1581 (2)0.4748 (2)0.38874 (10)0.0426 (4)
C260.2682 (3)0.3640 (3)0.41985 (13)0.0645 (6)
H260.30150.28630.39730.077*
C270.3310 (3)0.3660 (4)0.48461 (16)0.0872 (9)
H270.40520.28990.50490.105*
C280.2841 (4)0.4785 (4)0.51789 (14)0.0861 (9)
H280.32630.48030.56080.103*
C290.1750 (4)0.5889 (3)0.48842 (14)0.0747 (8)
H290.14230.66600.51140.090*
C300.1130 (3)0.5872 (3)0.42491 (12)0.0555 (6)
H300.03840.66370.40560.067*
C310.5915 (2)0.3940 (2)0.25247 (12)0.0483 (5)
C320.6787 (3)0.2864 (3)0.22104 (14)0.0604 (6)
H320.68340.29830.17150.073*
C330.7573 (3)0.1634 (3)0.26260 (16)0.0665 (7)
H330.81550.09390.24050.080*
C340.7522 (2)0.1401 (2)0.33631 (15)0.0591 (6)
C350.6640 (3)0.2438 (3)0.36739 (14)0.0592 (6)
H350.65670.22920.41690.071*
C360.5859 (2)0.3697 (3)0.32638 (13)0.0560 (6)
H360.52870.43900.34890.067*
C370.8452 (3)0.0082 (3)0.3789 (2)0.0812 (9)
C380.8200 (5)−0.0289 (4)0.4578 (2)0.1201 (14)
H38A0.8626−0.12870.47510.180*
H38B0.7181−0.01080.46670.180*
H38C0.86330.02910.48200.180*
Atomic displacement parameters (Å2) top
U11U22U33U12U13U23
Sn10.03956 (9)0.04239 (9)0.03860 (9)−0.01044 (6)−0.00066 (6)−0.00760 (6)
O10.0426 (8)0.0607 (10)0.0603 (10)−0.0036 (7)0.0056 (7)−0.0058 (8)
O20.123 (2)0.0682 (14)0.170 (3)0.0354 (14)0.0357 (19)0.0092 (15)
C10.0523 (12)0.0480 (12)0.0415 (11)−0.0092 (9)−0.0026 (9)−0.0108 (9)
C20.0508 (12)0.0488 (12)0.0563 (13)−0.0123 (10)−0.0049 (10)−0.0168 (10)
C30.0521 (14)0.0729 (17)0.101 (2)−0.0172 (13)−0.0109 (14)−0.0222 (15)
C40.099 (2)0.0668 (17)0.0731 (18)−0.0108 (15)−0.0217 (15)−0.0320 (14)
C50.0573 (13)0.0402 (11)0.0569 (13)−0.0161 (10)0.0010 (10)−0.0155 (9)
C60.0704 (17)0.0702 (17)0.0834 (19)−0.0322 (14)0.0112 (14)−0.0129 (15)
C70.123 (3)0.0736 (19)0.0697 (19)−0.043 (2)0.0186 (18)0.0026 (15)
C80.125 (3)0.0522 (16)0.0641 (18)−0.0138 (17)−0.0079 (18)−0.0007 (13)
C90.0839 (19)0.0561 (15)0.0718 (18)0.0042 (14)−0.0120 (15)−0.0105 (13)
C100.0654 (15)0.0547 (14)0.0554 (14)−0.0044 (11)0.0005 (11)−0.0132 (11)
C110.0488 (12)0.0508 (12)0.0437 (11)−0.0172 (10)0.0016 (9)−0.0046 (9)
C120.0524 (12)0.0566 (13)0.0354 (10)−0.0117 (10)0.0016 (9)−0.0095 (9)
C130.0700 (16)0.0784 (18)0.0613 (15)−0.0032 (13)0.0036 (12)−0.0339 (13)
C140.0761 (18)0.102 (2)0.0401 (12)−0.0310 (16)0.0055 (12)0.0008 (13)
C150.0551 (12)0.0535 (12)0.0311 (9)−0.0154 (10)−0.0044 (9)−0.0051 (9)
C160.0558 (14)0.0591 (14)0.0654 (15)−0.0112 (11)0.0032 (11)−0.0067 (12)
C170.0554 (16)0.103 (2)0.0771 (19)−0.0049 (16)0.0058 (14)−0.0050 (17)
C180.0577 (17)0.157 (3)0.0544 (16)−0.042 (2)−0.0022 (13)−0.0060 (19)
C190.098 (2)0.117 (3)0.0534 (15)−0.069 (2)−0.0098 (15)−0.0082 (16)
C200.0793 (17)0.0670 (15)0.0489 (13)−0.0319 (13)−0.0067 (12)−0.0120 (11)
C210.0504 (12)0.0470 (11)0.0388 (10)−0.0155 (9)0.0020 (9)−0.0119 (9)
C220.0437 (11)0.0493 (11)0.0413 (10)−0.0137 (9)0.0005 (8)−0.0115 (9)
C230.0752 (17)0.0871 (19)0.0650 (15)−0.0503 (15)0.0161 (13)−0.0266 (14)
C240.0499 (13)0.0900 (19)0.0539 (14)0.0001 (13)−0.0072 (11)−0.0137 (13)
C250.0462 (11)0.0457 (11)0.0367 (10)−0.0155 (9)0.0014 (8)−0.0043 (8)
C260.0748 (17)0.0596 (15)0.0525 (13)−0.0027 (12)−0.0076 (12)−0.0080 (11)
C270.085 (2)0.097 (2)0.0633 (17)−0.0034 (18)−0.0250 (15)0.0086 (16)
C280.109 (3)0.114 (3)0.0461 (14)−0.043 (2)−0.0140 (15)−0.0181 (16)
C290.105 (2)0.0792 (19)0.0503 (14)−0.0315 (17)0.0058 (15)−0.0245 (14)
C300.0676 (15)0.0556 (13)0.0439 (12)−0.0137 (11)0.0042 (10)−0.0117 (10)
C310.0347 (10)0.0504 (12)0.0621 (13)−0.0120 (9)0.0020 (9)−0.0138 (10)
C320.0571 (14)0.0621 (15)0.0674 (15)−0.0162 (12)0.0167 (12)−0.0246 (12)
C330.0606 (15)0.0452 (13)0.096 (2)−0.0101 (11)0.0197 (14)−0.0254 (13)
C340.0461 (12)0.0433 (12)0.0891 (19)−0.0129 (10)0.0008 (12)−0.0122 (12)
C350.0544 (13)0.0588 (14)0.0634 (14)−0.0060 (11)−0.0084 (11)−0.0155 (11)
C360.0503 (13)0.0540 (13)0.0620 (14)0.0009 (10)−0.0050 (11)−0.0205 (11)
C370.0652 (17)0.0453 (14)0.125 (3)−0.0074 (13)0.0036 (17)−0.0026 (15)
C380.120 (3)0.087 (2)0.122 (3)0.011 (2)−0.017 (3)0.019 (2)
Geometric parameters (Å, °) top
Sn1—O12.041 (2)C17—C181.367 (5)
Sn1—C112.144 (2)C17—H170.9300
Sn1—C212.154 (2)C18—C191.353 (5)
Sn1—C12.157 (2)C18—H180.9300
O1—C311.333 (3)C19—C201.388 (4)
O2—C371.203 (4)C19—H190.9300
C1—C21.544 (3)C20—H200.9300
C1—H1A0.9700C21—C221.547 (3)
C1—H1B0.9700C21—H21A0.9700
C2—C31.527 (3)C21—H21B0.9700
C2—C51.528 (3)C22—C241.521 (3)
C2—C41.544 (3)C22—C251.530 (3)
C3—H3A0.9600C22—C231.538 (3)
C3—H3B0.9600C23—H23A0.9600
C3—H3C0.9600C23—H23B0.9600
C4—H4A0.9600C23—H23C0.9600
C4—H4B0.9600C24—H24A0.9600
C4—H4C0.9600C24—H24B0.9600
C5—C101.383 (3)C24—H24C0.9600
C5—C61.390 (3)C25—C261.376 (3)
C6—C71.389 (4)C25—C301.385 (3)
C6—H60.9300C26—C271.397 (4)
C7—C81.360 (5)C26—H260.9300
C7—H70.9300C27—C281.354 (4)
C8—C91.357 (4)C27—H270.9300
C8—H80.9300C28—C291.358 (4)
C9—C101.390 (3)C28—H280.9300
C9—H90.9300C29—C301.372 (3)
C10—H100.9300C29—H290.9300
C11—C121.539 (3)C30—H300.9300
C11—H11A0.9700C31—C361.384 (3)
C11—H11B0.9700C31—C321.399 (3)
C12—C151.522 (3)C32—C331.373 (3)
C12—C131.535 (3)C32—H320.9300
C12—C141.537 (3)C33—C341.381 (4)
C13—H13A0.9600C33—H330.9300
C13—H13B0.9600C34—C351.374 (3)
C13—H13C0.9600C34—C371.490 (4)
C14—H14A0.9600C35—C361.385 (3)
C14—H14B0.9600C35—H350.9300
C14—H14C0.9600C36—H360.9300
C15—C161.382 (3)C37—C381.500 (5)
C15—C201.385 (3)C38—H38A0.9600
C16—C171.376 (4)C38—H38B0.9600
C16—H160.9300C38—H38C0.9600
O1—Sn1—C1193.55 (7)C18—C17—H17119.9
O1—Sn1—C2199.90 (7)C16—C17—H17119.9
C11—Sn1—C21119.21 (8)C19—C18—C17119.1 (3)
O1—Sn1—C1109.00 (7)C19—C18—H18120.4
C11—Sn1—C1115.07 (8)C17—C18—H18120.4
C21—Sn1—C1115.49 (8)C18—C19—C20121.2 (3)
C31—O1—Sn1126.62 (13)C18—C19—H19119.4
C2—C1—Sn1119.10 (14)C20—C19—H19119.4
C2—C1—H1A107.5C15—C20—C19120.5 (3)
Sn1—C1—H1A107.5C15—C20—H20119.8
C2—C1—H1B107.5C19—C20—H20119.8
Sn1—C1—H1B107.5C22—C21—Sn1118.13 (13)
H1A—C1—H1B107.0C22—C21—H21A107.8
C3—C2—C5112.8 (2)Sn1—C21—H21A107.8
C3—C2—C4108.1 (2)C22—C21—H21B107.8
C5—C2—C4108.25 (19)Sn1—C21—H21B107.8
C3—C2—C1109.03 (19)H21A—C21—H21B107.1
C5—C2—C1110.00 (17)C24—C22—C25112.32 (18)
C4—C2—C1108.5 (2)C24—C22—C23108.2 (2)
C2—C3—H3A109.5C25—C22—C23108.86 (18)
C2—C3—H3B109.5C24—C22—C21109.37 (18)
H3A—C3—H3B109.5C25—C22—C21110.23 (16)
C2—C3—H3C109.5C23—C22—C21107.75 (17)
H3A—C3—H3C109.5C22—C23—H23A109.5
H3B—C3—H3C109.5C22—C23—H23B109.5
C2—C4—H4A109.5H23A—C23—H23B109.5
C2—C4—H4B109.5C22—C23—H23C109.5
H4A—C4—H4B109.5H23A—C23—H23C109.5
C2—C4—H4C109.5H23B—C23—H23C109.5
H4A—C4—H4C109.5C22—C24—H24A109.5
H4B—C4—H4C109.5C22—C24—H24B109.5
C10—C5—C6116.5 (2)H24A—C24—H24B109.5
C10—C5—C2120.1 (2)C22—C24—H24C109.5
C6—C5—C2123.3 (2)H24A—C24—H24C109.5
C7—C6—C5121.1 (3)H24B—C24—H24C109.5
C7—C6—H6119.5C26—C25—C30116.7 (2)
C5—C6—H6119.5C26—C25—C22120.58 (19)
C8—C7—C6121.3 (3)C30—C25—C22122.73 (19)
C8—C7—H7119.4C25—C26—C27121.3 (3)
C6—C7—H7119.4C25—C26—H26119.4
C9—C8—C7118.5 (3)C27—C26—H26119.4
C9—C8—H8120.7C28—C27—C26120.0 (3)
C7—C8—H8120.7C28—C27—H27120.0
C8—C9—C10121.1 (3)C26—C27—H27120.0
C8—C9—H9119.5C27—C28—C29119.8 (3)
C10—C9—H9119.5C27—C28—H28120.1
C5—C10—C9121.4 (2)C29—C28—H28120.1
C5—C10—H10119.3C28—C29—C30120.3 (3)
C9—C10—H10119.3C28—C29—H29119.9
C12—C11—Sn1118.51 (14)C30—C29—H29119.9
C12—C11—H11A107.7C29—C30—C25121.9 (2)
Sn1—C11—H11A107.7C29—C30—H30119.0
C12—C11—H11B107.7C25—C30—H30119.0
Sn1—C11—H11B107.7O1—C31—C36123.31 (19)
H11A—C11—H11B107.1O1—C31—C32119.3 (2)
C15—C12—C13112.7 (2)C36—C31—C32117.4 (2)
C15—C12—C14108.08 (18)C33—C32—C31120.7 (2)
C13—C12—C14108.4 (2)C33—C32—H32119.7
C15—C12—C11110.59 (17)C31—C32—H32119.7
C13—C12—C11108.87 (18)C32—C33—C34121.7 (2)
C14—C12—C11108.05 (19)C32—C33—H33119.1
C12—C13—H13A109.5C34—C33—H33119.1
C12—C13—H13B109.5C35—C34—C33117.8 (2)
H13A—C13—H13B109.5C35—C34—C37122.6 (3)
C12—C13—H13C109.5C33—C34—C37119.6 (2)
H13A—C13—H13C109.5C34—C35—C36121.2 (2)
H13B—C13—H13C109.5C34—C35—H35119.4
C12—C14—H14A109.5C36—C35—H35119.4
C12—C14—H14B109.5C31—C36—C35121.1 (2)
H14A—C14—H14B109.5C31—C36—H36119.4
C12—C14—H14C109.5C35—C36—H36119.4
H14A—C14—H14C109.5O2—C37—C34120.2 (3)
H14B—C14—H14C109.5O2—C37—C38120.9 (3)
C16—C15—C20117.1 (2)C34—C37—C38118.9 (3)
C16—C15—C12119.9 (2)C37—C38—H38A109.5
C20—C15—C12123.0 (2)C37—C38—H38B109.5
C17—C16—C15121.8 (3)H38A—C38—H38B109.5
C17—C16—H16119.1C37—C38—H38C109.5
C15—C16—H16119.1H38A—C38—H38C109.5
C18—C17—C16120.3 (3)H38B—C38—H38C109.5
C11—Sn1—O1—C31−163.81 (17)C16—C15—C20—C19−1.3 (3)
C21—Sn1—O1—C31−43.34 (18)C12—C15—C20—C19−179.1 (2)
C1—Sn1—O1—C3178.13 (18)C18—C19—C20—C151.2 (4)
O1—Sn1—C1—C267.67 (17)O1—Sn1—C21—C22144.23 (15)
C11—Sn1—C1—C2−35.82 (19)C11—Sn1—C21—C22−116.01 (15)
C21—Sn1—C1—C2179.11 (15)C1—Sn1—C21—C2227.53 (18)
Sn1—C1—C2—C3−68.2 (2)Sn1—C21—C22—C2459.0 (2)
Sn1—C1—C2—C556.0 (2)Sn1—C21—C22—C25−64.9 (2)
Sn1—C1—C2—C4174.23 (16)Sn1—C21—C22—C23176.41 (15)
C3—C2—C5—C10174.1 (2)C24—C22—C25—C26−179.1 (2)
C4—C2—C5—C10−66.3 (3)C23—C22—C25—C2661.1 (3)
C1—C2—C5—C1052.1 (3)C21—C22—C25—C26−56.9 (3)
C3—C2—C5—C6−4.1 (3)C24—C22—C25—C300.9 (3)
C4—C2—C5—C6115.6 (3)C23—C22—C25—C30−118.9 (2)
C1—C2—C5—C6−126.1 (2)C21—C22—C25—C30123.1 (2)
C10—C5—C6—C7−1.8 (4)C30—C25—C26—C27−0.2 (4)
C2—C5—C6—C7176.4 (2)C22—C25—C26—C27179.7 (2)
C5—C6—C7—C80.4 (5)C25—C26—C27—C28−0.2 (5)
C6—C7—C8—C91.7 (5)C26—C27—C28—C290.5 (5)
C7—C8—C9—C10−2.4 (4)C27—C28—C29—C30−0.4 (5)
C6—C5—C10—C91.1 (3)C28—C29—C30—C25−0.1 (4)
C2—C5—C10—C9−177.1 (2)C26—C25—C30—C290.4 (4)
C8—C9—C10—C51.0 (4)C22—C25—C30—C29−179.6 (2)
O1—Sn1—C11—C1290.31 (16)Sn1—O1—C31—C36−37.9 (3)
C21—Sn1—C11—C12−13.1 (2)Sn1—O1—C31—C32143.00 (17)
C1—Sn1—C11—C12−156.78 (15)O1—C31—C32—C33177.8 (2)
Sn1—C11—C12—C1566.0 (2)C36—C31—C32—C33−1.4 (3)
Sn1—C11—C12—C13−58.4 (2)C31—C32—C33—C340.9 (4)
Sn1—C11—C12—C14−175.93 (16)C32—C33—C34—C350.8 (4)
C13—C12—C15—C16174.6 (2)C32—C33—C34—C37−177.0 (2)
C14—C12—C15—C16−65.6 (3)C33—C34—C35—C36−1.9 (4)
C11—C12—C15—C1652.5 (3)C37—C34—C35—C36175.8 (2)
C13—C12—C15—C20−7.6 (3)O1—C31—C36—C35−178.9 (2)
C14—C12—C15—C20112.2 (2)C32—C31—C36—C350.3 (3)
C11—C12—C15—C20−129.7 (2)C34—C35—C36—C311.4 (4)
C20—C15—C16—C170.9 (3)C35—C34—C37—O2−167.0 (3)
C12—C15—C16—C17178.8 (2)C33—C34—C37—O210.7 (4)
C15—C16—C17—C18−0.4 (4)C35—C34—C37—C3813.0 (4)
C16—C17—C18—C190.2 (4)C33—C34—C37—C38−169.3 (3)
C17—C18—C19—C20−0.6 (4)
Table 1
Selected geometric parameters (Å, °) top
Sn1—O12.041 (2)Sn1—C212.154 (2)
Sn1—C112.144 (2)Sn1—C12.157 (2)
O1—Sn1—C1193.55 (7)O1—Sn1—C1109.00 (7)
O1—Sn1—C2199.90 (7)C11—Sn1—C1115.07 (8)
C11—Sn1—C21119.21 (8)C21—Sn1—C1115.49 (8)
Acknowledgements top

The authors thank the Natural Science Foundation of Shandong Province and Qufu Normal University for supporting this work.

references
References top

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